(S)-4',7-Dihydroxy-3',8-diprenylflavanone
Basic information
- CAS
59870-65-4- Standard SMILES
CC(C)=CCc1cc(C2CC(=O)c3ccc(O)c(CC=C(C)C)c3O2)ccc1O- InChIKey
CUFAXDWQDQQKFF-UHFFFAOYSA-N- Molecular formula
- C25H28O4
- Average molar mass
- 392.5 g/mol
- Monoisotopic mass
- 392.19875937
Overview
(S)-4',7-Dihydroxy-3',8-diprenylflavanone is a member of flavanones.
Names & identifiers
- Preferred name
- (S)-4',7-Dihydroxy-3',8-diprenylflavanone
- IUPAC
- 7-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one
- English name
- GLABROL
- Molecular formula
- C25H28O4
- Molecular weight
- 392.49
Names & synonyms
CHEMBL4078418(S)-4',7-Dihydroxy-3',8-diprenylflavanoneC25H28O47-hydroxy-2-[4-hydroxy-3-(3-methylbut-2-enyl)phenyl]-8-(3-methylbut-2-enyl)chroman-4-oneSCHEMBL745275DTXSID50975274CHEBI:175136CUFAXDWQDQQKFF-UHFFFAOYSA-N4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-[4-hydroxy-3-(3-methyl-2-buten-1-yl)phenyl]-8-(3-methyl-2-buten-1-yl)-, (2S)-4H-1-Benzopyran-4-one, 2,3-dihydro-7-hydroxy-2-[4-hydroxy-3-(methyl-2-butenyl)phenyl]-8-(3-methyl-2-butenyl)-, (2S)-7-Hydroxy-2-[4-hydroxy-3-((E)-3-methyl-but-2-enyl)-phenyl]-8-(3-methyl-but-2-enyl)-1-benzopyran-4-oneBDBM50453918
Show more names
GLABROLAids095905Aids-095905Glabrol, 10 mM in DMSO7-Hydroxy-2α-(4-hydroxy-3-prenylphenyl)-2,3-dihydro-8-prenyl-4H-1-benzopyran-4-one(2S)-2α-(4-Hydroxy-3-prenylphenyl)-7-hydroxy-8-prenyl-2,3-dihydro-4H-1-benzopyran-4-one(S)-7-Hydroxy-2-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-8-(3-methylbut-2-en-1-yl)chroman-4-one(S)-7-Hydroxy-2-(4-hydroxy-3-(3-methylbut-2-en-1-yl)phenyl)-8-(3-methylbut-2-en-1-yl)chroman-4-one , Glabrol
Properties
Computed structural properties
- XLogP
- 6
- Topological polar surface area
- 66.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 629
Experimental & physicochemical properties
LipidsPolyketides [PK] -> Flavonoids [PK12] -> Flavanones [PK1214]
Melting Point90 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 121 · 121-123 °C
- Boiling point
- 600 · 600.0±55.0 °C(Predicted)
- Density
- 1.166 · 1.166±0.06 g/cm3(Predicted)
- storage temp.
- 4 °C, · 4°C, protect from light
- solubility
- Soluble in DMSO
- form
- Solid
- pka
- 8.25 · 8.25±0.40(Predicted)
- color
- White to light yellow
- InChI
- InChI=1S/C25H28O4/c1-15(2)5-7-17-13-18(8-11-21(17)26)24-14-23(28)20-10-12-22(27)19(25(20)29-24)9-6-16(3)4/h5-6,8,10-13,24,26-27H,7,9,14H2,1-4H3/t24-/m0/s1
- InChIKey
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Applications
UsesGlabrol is an extract from licorice root which may provide antibacterial and antiadhesive activity, as well as antioxidative effects.
Additional notes
DefinitionChEBI: Glabrol is a member of flavanones.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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